CET Karnataka Engineering CET - Karnataka Engineering Solved Paper-2006

  • question_answer
    Which of the following would undergo Hofmann reaction to give a primary amine?

    A)  \[R-\overset{\begin{smallmatrix}  O \\  || \end{smallmatrix}}{\mathop{C}}\,-Cl~~~\]                         

    B)  \[RCONHC{{H}_{3}}\]

    C)  \[RCON{{H}_{2}}\]                         

    D)  \[RCOOR\]

    Correct Answer: C

    Solution :

    Hofmann Reaction: In this reaction acid amide group reacts with \[B{{r}_{2}}\] in presence of \[NaOH\] or KOH to give primary amine group. The amine is one carbon less than the parent amide. So, the reaction is known as Hofmann degradation reaction.                                 \[\underset{Acid\text{ }amide}{\mathop{R-CON{{H}_{2}}}}\,+B{{r}_{2}}+4KOH\xrightarrow{\Delta }\]                \[\underset{Primary\text{ }amine}{\mathop{RN{{H}_{2}}}}\,+2KBr+{{K}_{2}}C{{O}_{3}}+2{{H}_{2}}O\]


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